Trifluoroacetic acid → Trifluoroacetic acid

HRID 516063ノート

反応式

HRID 516063 の反応式
COC1C=C(OC)C=CC=1C[N:6]1[CH2:14][C:13]2[C:12]([F:15])=[C:11]([NH:16][C@H:17]3[CH2:22][CH2:21][CH2:20][CH2:19][C@H:18]3[NH:23]C(=O)OC(C)(C)C)[N:10]=[C:9]([C:31]3[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=3)[C:8]=2[C:7]1=[O:37].[C:44]([OH:50])([C:46]([F:49])([F:48])[F:47])=[O:45]>>[NH2:23][C@H:18]1[CH2:19][CH2:20][CH2:21][CH2:22][C@H:17]1[NH:16][C:11]1[N:10]=[C:9]([C:31]2[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=2)[C:8]2[C:7](=[O:37])[NH:6][CH2:14][C:13]=2[C:12]=1[F:15].[C:44]([OH:50])([C:46]([F:49])([F:48])[F:47])=[O:45]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67238656tert-Butyl (1R,2S)-2-(2-(2,4-dimethoxybenzyl)-7-fluoro-4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

生成物 2

HCID 6422Trifluoroacetic acidHCID 53252276Mivavotinib

実験手順

A solution of cis-tert-butyl 2-(2-(2,4-dimethoxybenzyl)-7-fluoro-4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate (109 mg, 0.183 mmol) in TFA (5 mL) was heated at 60° C. for 2 h. After removal of the solvent, the residue was diluted in MeOH (2 mL) and was purified by preparative HPLC. The fractions were collected and stripped to dryness via rotary evaporation to give the title compound as a TFA salt. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.47 (br s, 2 H), 1.57-1.75 (m, 3 H), 1.84 (br s, 2 H), 3.12-3.23 (m, 2 H), 3.87-3.94 (m, 3 H), 4.35-4.50 (m, 3 H), 6.73 (br s, 1 H), 7.71 (br s, 2 H), 8.28-8.44 (m, 2 H), 8.84 (d, J=3.91 Hz, 1 H). [M+H] calc'd for C17H21FN6O, 345; found, 345.

後処理

  1. customAfter removal of the solvent
  2. additionthe residue was diluted in MeOH (2 mL)
  3. customwas purified by preparative HPLC
  4. customThe fractions were collected
  5. customstripped to dryness via rotary evaporation

出典と根拠

ORDレコード
ord-0a5cbf448db04658907492665b258afd
出典データセット
uspto-grants-2015_08
特許番号
US09108970B2

反応ノート

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